DE60120685T2 - Verfahren zur herstellung von dihydroxyestern und ihren derivaten - Google Patents
Verfahren zur herstellung von dihydroxyestern und ihren derivaten Download PDFInfo
- Publication number
- DE60120685T2 DE60120685T2 DE60120685T DE60120685T DE60120685T2 DE 60120685 T2 DE60120685 T2 DE 60120685T2 DE 60120685 T DE60120685 T DE 60120685T DE 60120685 T DE60120685 T DE 60120685T DE 60120685 T2 DE60120685 T2 DE 60120685T2
- Authority
- DE
- Germany
- Prior art keywords
- formula
- compound
- group
- lipase
- optionally substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
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- 150000001875 compounds Chemical class 0.000 claims description 46
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- 108090001060 Lipase Proteins 0.000 claims description 16
- 102000004882 Lipase Human genes 0.000 claims description 16
- 239000004367 Lipase Substances 0.000 claims description 16
- 235000019421 lipase Nutrition 0.000 claims description 16
- 229940040461 lipase Drugs 0.000 claims description 15
- 102000004190 Enzymes Human genes 0.000 claims description 14
- 108090000790 Enzymes Proteins 0.000 claims description 14
- 229940088598 enzyme Drugs 0.000 claims description 14
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 12
- 241000320412 Ogataea angusta Species 0.000 claims description 8
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 5
- 241000222120 Candida <Saccharomycetales> Species 0.000 claims description 5
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- 244000005700 microbiome Species 0.000 claims description 5
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- 241001661345 Moesziomyces antarcticus Species 0.000 claims description 4
- 241000489470 Ogataea trehalophila Species 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 102000019280 Pancreatic lipases Human genes 0.000 claims description 3
- 108050006759 Pancreatic lipases Proteins 0.000 claims description 3
- 101001003495 Pseudomonas fluorescens Lipase Proteins 0.000 claims description 3
- 101001064559 Pseudomonas fluorescens Lipase Proteins 0.000 claims description 3
- 235000003534 Saccharomyces carlsbergensis Nutrition 0.000 claims description 3
- 241001123227 Saccharomyces pastorianus Species 0.000 claims description 3
- 241000223258 Thermomyces lanuginosus Species 0.000 claims description 3
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- 210000002196 fr. b Anatomy 0.000 claims description 3
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 claims description 3
- 125000005647 linker group Chemical group 0.000 claims description 3
- 229940116369 pancreatic lipase Drugs 0.000 claims description 3
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
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- QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 description 4
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- 239000011780 sodium chloride Substances 0.000 description 3
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- 238000003756 stirring Methods 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 239000006228 supernatant Substances 0.000 description 3
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- NGABCYSYENPREI-NEPJUHHUSA-N tert-butyl 2-[(4r,6s)-6-(acetyloxymethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate Chemical compound CC(=O)OC[C@@H]1C[C@H](CC(=O)OC(C)(C)C)OC(C)(C)O1 NGABCYSYENPREI-NEPJUHHUSA-N 0.000 description 3
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- 239000003039 volatile agent Substances 0.000 description 3
- HEWZVZIVELJPQZ-UHFFFAOYSA-N 2,2-dimethoxypropane Chemical compound COC(C)(C)OC HEWZVZIVELJPQZ-UHFFFAOYSA-N 0.000 description 2
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- 125000003545 alkoxy group Chemical group 0.000 description 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
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- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
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- 239000005720 sucrose Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- IWESSOIVTTYRNX-QMMMGPOBSA-N tert-butyl (5s)-5,6-dihydroxy-3-oxohexanoate Chemical compound CC(C)(C)OC(=O)CC(=O)C[C@H](O)CO IWESSOIVTTYRNX-QMMMGPOBSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- PTMFUWGXPRYYMC-UHFFFAOYSA-N triethylazanium;formate Chemical compound OC=O.CCN(CC)CC PTMFUWGXPRYYMC-UHFFFAOYSA-N 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
- C12P17/06—Oxygen as only ring hetero atoms containing a six-membered hetero ring, e.g. fluorescein
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/62—Carboxylic acid esters
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0011120.3A GB0011120D0 (en) | 2000-05-09 | 2000-05-09 | Process |
| GB0011120 | 2000-05-09 | ||
| PCT/GB2001/001915 WO2001085975A1 (en) | 2000-05-09 | 2001-05-01 | Process for the preparation of dihydroxy esters and derivatives thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60120685D1 DE60120685D1 (de) | 2006-07-27 |
| DE60120685T2 true DE60120685T2 (de) | 2007-06-14 |
Family
ID=9891211
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60120685T Expired - Lifetime DE60120685T2 (de) | 2000-05-09 | 2001-05-01 | Verfahren zur herstellung von dihydroxyestern und ihren derivaten |
| DE60129865T Expired - Lifetime DE60129865T2 (de) | 2000-05-09 | 2001-05-01 | Verfahren zur Herstellung von Dihydroxyestern und ihren Derivaten |
| DE60141424T Expired - Lifetime DE60141424D1 (de) | 2000-05-09 | 2001-05-01 | Verfahren zur Herstellung von Dihydroxyestern und ihren Derivaten |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60129865T Expired - Lifetime DE60129865T2 (de) | 2000-05-09 | 2001-05-01 | Verfahren zur Herstellung von Dihydroxyestern und ihren Derivaten |
| DE60141424T Expired - Lifetime DE60141424D1 (de) | 2000-05-09 | 2001-05-01 | Verfahren zur Herstellung von Dihydroxyestern und ihren Derivaten |
Country Status (33)
| Country | Link |
|---|---|
| US (4) | US7157255B2 (cs) |
| EP (3) | EP1657310B1 (cs) |
| JP (1) | JP4733901B2 (cs) |
| KR (2) | KR100996977B1 (cs) |
| CN (1) | CN1196793C (cs) |
| AR (2) | AR028074A1 (cs) |
| AT (3) | ATE369437T1 (cs) |
| AU (2) | AU2001252383B2 (cs) |
| BR (1) | BR0110667A (cs) |
| CA (2) | CA2677945A1 (cs) |
| CY (3) | CY1105376T1 (cs) |
| CZ (3) | CZ302632B6 (cs) |
| DE (3) | DE60120685T2 (cs) |
| DK (3) | DK1657310T3 (cs) |
| EE (1) | EE05062B1 (cs) |
| ES (3) | ES2340190T3 (cs) |
| GB (1) | GB0011120D0 (cs) |
| HU (1) | HUP0302216A3 (cs) |
| IL (4) | IL152608A0 (cs) |
| IS (1) | IS2290B (cs) |
| MX (1) | MXPA02010955A (cs) |
| MY (1) | MY127751A (cs) |
| NO (1) | NO20025377L (cs) |
| NZ (1) | NZ522407A (cs) |
| PL (3) | PL208359B1 (cs) |
| PT (3) | PT1657310E (cs) |
| RU (1) | RU2266961C2 (cs) |
| SI (3) | SI1726658T1 (cs) |
| SK (2) | SK286746B6 (cs) |
| TW (1) | TWI240753B (cs) |
| UA (1) | UA73774C2 (cs) |
| WO (1) | WO2001085975A1 (cs) |
| ZA (1) | ZA200208937B (cs) |
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|---|---|---|---|---|
| GB0011120D0 (en) * | 2000-05-09 | 2000-06-28 | Avecia Ltd | Process |
| KR20020068496A (ko) * | 2000-06-05 | 2002-08-27 | 카네카 코포레이션 | 광학 활성 2-[6-(히드록시메틸)-1,3-디옥산-4-일]아세트산유도체의 제조 방법 |
| NL1015744C2 (nl) * | 2000-07-19 | 2002-01-22 | Dsm Nv | Werkwijze voor de bereiding van 2-(6-gesubstitueerde-1,3-dioxan-4-yl) azijnzuurderivaten. |
| AR034772A1 (es) | 2001-07-13 | 2004-03-17 | Astrazeneca Uk Ltd | Preparacion de los compuestos de aminopirimidina |
| EP1323717A1 (en) | 2001-12-27 | 2003-07-02 | Dsm N.V. | Process for the preparation of 2-(6-Substituted-1,3-Dioxane-4-yL) acetic acid derivatives |
| GB0211751D0 (en) * | 2002-05-22 | 2002-07-03 | Avecia Ltd | Compound and process |
| EP1375493A1 (en) | 2002-06-17 | 2004-01-02 | Dsm N.V. | Process for the preparation of an dioxane acetic acid ester |
| CA2492906A1 (en) | 2002-07-19 | 2004-01-29 | Pascal Druzgala | Materials and methods for treating hypercholesterolemia |
| GB0218781D0 (en) | 2002-08-13 | 2002-09-18 | Astrazeneca Ab | Chemical process |
| MXPA05006425A (es) | 2002-12-16 | 2005-08-19 | Astrazeneka Uk Ltd | Procedimiento para la preparacion de compuestos de pirimidina. |
| GB0312896D0 (en) * | 2003-06-05 | 2003-07-09 | Astrazeneca Ab | Chemical process |
| UY28501A1 (es) | 2003-09-10 | 2005-04-29 | Astrazeneca Uk Ltd | Compuestos químicos |
| GB0324791D0 (en) * | 2003-10-24 | 2003-11-26 | Astrazeneca Ab | Chemical process |
| GB0428328D0 (en) | 2004-12-24 | 2005-02-02 | Astrazeneca Uk Ltd | Chemical process |
| GB0514078D0 (en) * | 2005-07-08 | 2005-08-17 | Astrazeneca Uk Ltd | Chemical process |
| AT503017B1 (de) | 2005-12-19 | 2007-07-15 | Iep Gmbh | Verfahren zur enantioselektiven enzymatischen reduktion von hydroxyketoverbindungen |
| CN101528917B (zh) | 2006-10-02 | 2015-07-29 | 科德克希思公司 | 用于制备立体异构纯的他汀类及其合成中间体的组合物和方法 |
| TW200831469A (en) * | 2006-12-01 | 2008-08-01 | Astrazeneca Uk Ltd | Chemical process |
| CN101624609B (zh) * | 2009-07-31 | 2013-04-17 | 浙江九洲药业股份有限公司 | 酶催化制备(s)-3-取代戊二酸单酯类化合物的方法 |
| US8093306B2 (en) * | 2010-12-22 | 2012-01-10 | Rentech, Inc. | Integrated biorefinery for production of liquid fuels |
| US8168686B2 (en) | 2010-12-22 | 2012-05-01 | Rentech, Inc. | Integrated biorefinery for production of liquid fuels |
| CN102373250B (zh) * | 2011-11-08 | 2012-08-22 | 张家港市信谊化工有限公司 | 阿伐他汀钙侧链中间体的制备方法 |
| CN102618596A (zh) * | 2012-03-20 | 2012-08-01 | 中国药科大学 | 一种非水相体系中生物转化制备关附庚素的方法 |
| WO2014203045A1 (en) | 2013-06-20 | 2014-12-24 | Lupin Limited | A novel, green and cost effective process for synthesis of tert-butyl (3r,5s)-6-oxo-3,5-dihydroxy-3,5-o-isopropylidene-hexanoate |
| CN105503816B (zh) * | 2016-02-17 | 2018-02-13 | 中节能万润股份有限公司 | 一种固体(4R‑cis)‑6‑甲酰基‑2,2‑二甲基‑1,3‑二氧己环‑4‑乙酸叔丁酯的制备方法 |
| CN108530416B (zh) * | 2017-11-02 | 2020-05-12 | 江苏阿尔法药业有限公司 | 一种瑞舒伐他汀中间体的制备方法 |
| CN109574830B (zh) * | 2019-01-04 | 2021-04-13 | 浙江宏元药业股份有限公司 | 一种瑞舒伐他汀钙中间体及其制备方法和应用 |
| KR102384854B1 (ko) | 2021-06-15 | 2022-04-11 | 한대성 | 풀빅산 및 일라이트를 이용한 침대 |
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| KR20020068496A (ko) * | 2000-06-05 | 2002-08-27 | 카네카 코포레이션 | 광학 활성 2-[6-(히드록시메틸)-1,3-디옥산-4-일]아세트산유도체의 제조 방법 |
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| AR034772A1 (es) | 2001-07-13 | 2004-03-17 | Astrazeneca Uk Ltd | Preparacion de los compuestos de aminopirimidina |
| EP1323717A1 (en) * | 2001-12-27 | 2003-07-02 | Dsm N.V. | Process for the preparation of 2-(6-Substituted-1,3-Dioxane-4-yL) acetic acid derivatives |
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| EP1375493A1 (en) * | 2002-06-17 | 2004-01-02 | Dsm N.V. | Process for the preparation of an dioxane acetic acid ester |
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-
2000
- 2000-05-09 GB GBGB0011120.3A patent/GB0011120D0/en not_active Ceased
-
2001
- 2001-01-05 UA UA2002129795A patent/UA73774C2/uk unknown
- 2001-05-01 ES ES06019415T patent/ES2340190T3/es not_active Expired - Lifetime
- 2001-05-01 WO PCT/GB2001/001915 patent/WO2001085975A1/en active Application Filing
- 2001-05-01 ES ES06002032T patent/ES2289722T3/es not_active Expired - Lifetime
- 2001-05-01 KR KR1020087005996A patent/KR100996977B1/ko not_active Expired - Fee Related
- 2001-05-01 DE DE60120685T patent/DE60120685T2/de not_active Expired - Lifetime
- 2001-05-01 PT PT06002032T patent/PT1657310E/pt unknown
- 2001-05-01 AT AT06002032T patent/ATE369437T1/de active
- 2001-05-01 EP EP06002032A patent/EP1657310B1/en not_active Expired - Lifetime
- 2001-05-01 KR KR1020027014987A patent/KR100914675B1/ko not_active Expired - Fee Related
- 2001-05-01 EP EP06019415A patent/EP1726658B1/en not_active Expired - Lifetime
- 2001-05-01 CA CA002677945A patent/CA2677945A1/en not_active Abandoned
- 2001-05-01 NZ NZ522407A patent/NZ522407A/en not_active IP Right Cessation
- 2001-05-01 DK DK06002032T patent/DK1657310T3/da active
- 2001-05-01 SK SK1589-2002A patent/SK286746B6/sk not_active IP Right Cessation
- 2001-05-01 JP JP2001582563A patent/JP4733901B2/ja not_active Expired - Lifetime
- 2001-05-01 US US10/275,092 patent/US7157255B2/en not_active Expired - Lifetime
- 2001-05-01 PT PT06019415T patent/PT1726658E/pt unknown
- 2001-05-01 AT AT06019415T patent/ATE458823T1/de active
- 2001-05-01 BR BR0110667-8A patent/BR0110667A/pt not_active IP Right Cessation
- 2001-05-01 SI SI200130963T patent/SI1726658T1/sl unknown
- 2001-05-01 EE EEP200200628A patent/EE05062B1/xx not_active IP Right Cessation
- 2001-05-01 CZ CZ20023675A patent/CZ302632B6/cs not_active IP Right Cessation
- 2001-05-01 PL PL359336A patent/PL208359B1/pl not_active IP Right Cessation
- 2001-05-01 CA CA2408004A patent/CA2408004C/en not_active Expired - Fee Related
- 2001-05-01 IL IL15260801A patent/IL152608A0/xx unknown
- 2001-05-01 RU RU2002132884/13A patent/RU2266961C2/ru not_active IP Right Cessation
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